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Structural Chemistry

, Volume 27, Issue 1, pp 225–230 | Cite as

Gas phase double-resonance IR/UV spectroscopy of an alanine dipeptide analogue using a non-covalently bound UV-tag: observation of a folded peptide conformation in the Ac-Ala-NH2–toluene complex

  • Eric Gloaguen
  • Benjamin Tardivel
  • Michel Mons
Original Research

Abstract

The conformation-selective IR spectroscopy of the alanine dipeptide analogue Ac-Ala-NH2, a molecule deprived of a UV chromophore, has been obtained by laser double-resonance IR/UV spectroscopy, using a UV-tag (toluene) non-covalently bound to the peptide. The Ac-Ala-NH2–toluene complex, as detected through a resonant multiphoton ionisation process, is composed of a folded peptide monomer (C7 conformation) attached to the toluene molecule through an NH–π H-bond. Quantum chemistry calculations suggest that the structure of this complexed folded peptide is very similar to that of the isolated peptide, legitimating this experimental strategy for investigating the peptide structure. The population of exclusively folded peptides, in contrast to the C5/C7 conformational mixture observed on isolated monomers measured with other techniques, suggest that conformational changes might not only be induced by complexation of a single polar solvent molecule as previously reported, but also by an apolar, weakly interacting molecule like toluene.

Keywords

Intramolecular H-bonding Model peptide Gas phase spectroscopy Quantum chemistry 

Notes

Acknowledgments

We also thank the Agence Nationale de la Recherche (Grants ANR-08-BLAN-0158-01 and ANR-14-CE06-0019-01), the “Triangle de la Physique” Foundation (Grant 2008-053T-SERPEBIO) and the “Investissements d’Avenir” LABEX PALM Funding program (ANR-10-LABX-0039-PALM; Grant DIRCOS) for financial support.

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Copyright information

© Springer Science+Business Media New York 2015

Authors and Affiliations

  • Eric Gloaguen
    • 1
    • 2
  • Benjamin Tardivel
    • 2
    • 1
  • Michel Mons
    • 2
    • 1
  1. 1.CNRS, INPLaboratoire Francis Perrin, URA 2453Gif-sur-YvetteFrance
  2. 2.CEA, DSMLaboratoire Interactions Dynamique et Lasers (LIDyL)Gif-sur-YvetteFrance

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